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Thickening stabilizer and thickening/stabilizing composition using the same

a technology of stabilizer and stabilizer, which is applied in the direction of thickening agent, coating, organic chemistry, etc., can solve the problems of unadjustable gelatinization degree of 12-hydroxystearic acid, compound that cannot thicken or gelatinize fluid organic substances, and cannot be used satisfactorily, etc., to achieve the effect of easy thickening and/or gelatinization and improved use

Active Publication Date: 2017-10-17
DAICEL CHEM IND LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0021]The compound represented by Formula (1) according to the present invention, by dissolving the compound and a fluid organic substance mutually in each other, easily thickens and / or gelatinizes the fluid organic substance, or uniformly stabilizes a composition containing the fluid organic substance. The compound, when used typically in cosmetics, coating materials, foodstuffs, and pharmaceuticals, can adjust the viscosity of these substances within a desired range, can uniformly maintain their formulations, and allows them to be used more satisfactorily.

Problems solved by technology

However, 12-hydroxystearic acid is unadjustable in degree of gelatinization, and the target component can only be brought into a completely solidified state or remain in a liquid state as intact.
Namely, under present circumstances, there has not yet been found a compound that thickens or gelatinize a fluid organic substance to a desired viscosity.

Method used

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  • Thickening stabilizer and thickening/stabilizing composition using the same
  • Thickening stabilizer and thickening/stabilizing composition using the same

Examples

Experimental program
Comparison scheme
Effect test

synthesis example 1

Synthesis of Thickening / Stabilizing Agent (1) (1,2,4,5-benzenetetracarboxylic acid di-2-ethylhexylamide dioleylamide)

[0074]Into a 100-mL four-neck separable flask equipped with a Dimroth condenser, a nitrogen inlet, a dropping funnel, and a thermocouple, 20 mL of pyridine, 3.0 g (0.014 mol) of 1,2,4,5-benzenetetracarboxylic 1,2:4,5-dianhydride, and 7.4 g (0.028 mol) of oleylamine were charged. The system internal temperature was set at 50° C., followed by aging for 3 hours.

[0075]Subsequently 3.6 g (0.028 mol) of 2-ethylhexylamine and 7.0 g (0.056 mol) of diisopropylcarbodiimide were charged, followed by aging for further 8 hours to give a crude mixture.

[0076]The crude mixture, from which low-boiling components were removed on an evaporator, was washed with methanol and yielded a pale yellow wet powder. Further, the obtained wet powder was recrystallized from CHCl3 / CH3OH (70 / 30 (v / v)) and yielded 5.9 g of 1,2,4,5-benzenetetracarboxylic acid di-2-ethylhexylamide dioleylamide in a yiel...

synthesis example 2

Synthesis of Thickening / Stabilizing Agent (2) (1,2,4,5-benzenetetracarboxylic acid di-2-ethylhexylamide distearylamide))

[0079]Into a 100-mL four-neck separable flask equipped with a Dimroth condenser, a nitrogen inlet, a dropping funnel, and a thermocouple, 20 mL of pyridine, 3.0 g (0.014 mol) of 1,2,4,5-benzenetetracarboxylic 1,2:4,5-dianhydride, and 7.5 g (0.028 mol) of stearylamine were charged. The system internal temperature was set at 50° C., followed by aging for 3 hours.

[0080]Subsequently 3.6 g (0.028 mol) of 2-ethylhexylamine and 7.0 g (0.056 mol) of diisopropylcarbodiimide were charged, followed by aging for further 8 hours to give a crude mixture.

[0081]The crude mixture, from which low-boiling components were removed on an evaporator, was washed with methanol and yielded a pale yellow wet powder. Further, the obtained wet powder was recrystallized from CHCl3 / CH3OH (70 / 30 (v / v)) and yielded 5.1 g of 1,2,4,5-benzenetetracarboxylic acid di-2-ethylhexylamide distearylamide in...

synthesis example 3

Synthesis of Thickening / Stabilizing Agent (3) (1,2,4,5-benzenetetracarboxylic acid di-2-ethylhexylamide dilaurylamide))

[0084]Into a 100-mL four-neck separable flask equipped with a Dimroth condenser, a nitrogen inlet, a dropping funnel, and a thermocouple, 20 mL of pyridine, 3.0 g (0.014 mol) of 1,2,4,5-benzenetetracarboxylic 1,2:4,5-dianhydride, and 5.1 g (0.028 mol) of laurylamine were charged. The system internal temperature was set at 50° C., followed by aging for 3 hours.

[0085]Subsequently 3.6 g (0.028 mol) of 2-ethylhexylamine and 7.0 g (0.056 mol) of diisopropylcarbodiimide were charged, followed by aging for further 8 hours.

[0086]The crude mixture, from which low-boiling components were removed on an evaporator, was washed with methanol and yielded a pale yellow wet powder. Further, the obtained wet powder was recrystallized from CHCl3 / CH3OH (70 / 30 (v / v)) and yielded 6.0 g of 1,2,4,5-benzenetetracarboxylic acid di-2-ethylhexylamide dilaurylamide in a yield of 62%, as a mixtu...

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Abstract

Provided are: a compound that thickens or gelatinizes a fluid organic substance to a desired viscosity, or uniformly stabilizes a composition containing the fluid organic substance; a thickening / stabilizing agent including the compound; a thickened / stabilized composition including the thickening / stabilizing agent and a fluid organic substance; and a method for producing a thickened / stabilized composition. The compound according to the present invention is represented by Formula (1):(R2—HNOC)4-n—R1—(CONH—R3)n  (1)where R1 is a group resulting from removing four hydrogen atoms from the structural formula of benzene; R2 and R3 are different from each other and are each independently an aliphatic hydrocarbon group having 6 or more carbon atoms; and n represents an integer of 1 to 3.

Description

TECHNICAL FIELD[0001]The present invention relates to a novel compound that has the property of thickening / stabilizing oils and other fluid organic substances; to a thickening / stabilizing agent including the compound; and to a thickened / stabilized composition using the thickening / stabilizing agent. The present application claims priority to Japanese Patent Application No. 2013-253375 filed to Japan Dec. 6, 2013, the entire contents of which are incorporated herein by reference.BACKGROUND ART[0002]Techniques for thickening / stabilizing liquids are industrially very important. For example, mayonnaise and salad dressing, which are emulsions in a metastable state, can stably maintain the emulsified state over the long term because an aqueous component is thickened / stabilized. For the thickening / stabilizing techniques, various thickening / stabilizing agents have been developed.[0003]For example, alkyl acrylate copolymers are known as compounds that thicken / stabilize aqueous media (aqueous ...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): C07C233/65A61K8/92A61K8/42A61Q19/00
CPCA61K8/42A61K8/92A61Q19/00C07C233/65A61K2800/48A61K2800/52A23V2002/00A23V2200/242A23L29/20C09D7/43
Inventor SAKANISHI, YUICHISAEKI, TAKASHINARUSAKA, YUSUKEITOH, MAMI
Owner DAICEL CHEM IND LTD
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